
- Asenath Ingersoll Barton (1852-1876), with whom he had a daughter Mabel Drisko,
- Arathusa B. Smith (abt 1861-1933), with whom he had two children, a daughter Mina Eva Drisko and a son Joseph Whitney Drisko, with the latter dying in infancy.


Possibly James Colin MacNichol (1886-1960), if he went by "Colin", at least when he was younger. This man was born in Eastport, Maine, the son of Avery Alexander MacNichol and Margaret (O'Brien) MacNichol. This Colin would move to New York and would marry Nancy Nicholls.
It's likely that Sterling was Sterling Fessenden (1875-1943), son of Nicholas Fessenden (1847-1927) and Laura Emily (Stirling or Sterling) Fessenden (1852-1935) [although her birth year looks to be 1851 in the photograph of her stone].
Mary Jane (Leighton) Wilbur was born in Pembroke, Maine, about 1821, the daughter of John Leighton and Sarah (Maker) Leighton, as shown on her death record - although in some places her birth year is given as 1826.James Albert Raeish (1884-1929) was born in Auburn, New York, son of Albert Raeish and Ada (Lyon) Raeish. The 1900 Federal Census of Calais, Maine, shows that James was living there with his mother and father, who was working as an electrician.
In 1910 in Oregon, James, by then an attorney, married Melva Jane Johnson, a native of Saint John, New Brunswick. She was the daughter of Margaret Gertrude (MacLellan) and John M. Johnson, who moved the family to Calais, after Margaret's death.
Carl Ross was presumably Carl Wilbur Ross (1883-1950), a native of St. Stephen, New Brunswick, across the St. Croix River from Calais, and son of Henry Butler Ross and Lilia Miranda (Bridges) Ross. In 1908 in Massachusetts, Carl married Eva Celeste Fraser, also a New Brunswick native, daughter of John A. Fraser and Florence Melva (MacLellan) Fraser. Carl and Eva then moved to Portland, Oregon.
The MacLellan connection between Melva and Eva presumably explains how James and Melva came to meet.
Melva died in 1950 in California. It appears that James married twice after that. He died in 1974 in Alameda, California.
If you have information on any of these people, please leave a comment for the benefit of other researchers.
Carte de Visite, CDV, of a man identified on the reverse as "Daniel Kilby Pomroy, father of Eva A. Pomroy; Grandfather of Millard F. Coffin, who was born March 31st 1881"

c1925 photograph of the City Council of Eastport, Maine. The reverse contains identifications of the men, in the handwriting of Councilor Karl Wilfred Jewers (1896-1977).

c1914 photograph of students at Eastport, Maine; most are identified, presumably long after the photograph was taken. Nothing on the reverse.
c1920 photograph of students at the Out Island School in Eastport, Maine. It was located on Route 190 opposite what is now the Drummond Road.